data_00tam081
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C15 H25 Cl8 N9 P6 S'
_chemical_formula_weight          832.92
 
loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0033   0.0016
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0061   0.0033
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'P'  'P'   0.1023   0.0942
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'S'  'S'   0.1246   0.1234
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Cl'  'Cl'   0.1484   0.1585
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_symmetry_cell_setting            Orthorhombic
_symmetry_space_group_name_H-M    P2(1)2(1)2(1)
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x+1/2, -y, z+1/2'
 '-x, y+1/2, -z+1/2'
 'x+1/2, -y+1/2, -z'
 
_cell_length_a                    8.5829(17)
_cell_length_b                    15.587(3)
_cell_length_c                    25.277(5)
_cell_angle_alpha                 90.00
_cell_angle_beta                  90.00
_cell_angle_gamma                 90.00
_cell_volume                      3381.6(12)
_cell_formula_units_Z             4
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     18434
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        rod
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.48
_exptl_crystal_size_mid           0.20
_exptl_crystal_size_min           0.18
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.636
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              1680
_exptl_absorpt_coefficient_mu     1.039
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.5386
_exptl_absorpt_correction_T_max   0.8351
_exptl_absorpt_process_details    'SORTAV (Blessing, 1997)'
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       120(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'Nonius FR591 rotating anode'
_diffrn_radiation_monochromator   graphite
_diffrn_measurement_device_type   'Nonius KappaCCD'
_diffrn_measurement_method        'φ & ω scans'
_diffrn_detector_area_resol_mean  9.091
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             20485
_diffrn_reflns_av_R_equivalents   0.0819
_diffrn_reflns_av_sigmaI/netI     0.0821
_diffrn_reflns_limit_h_min        -11
_diffrn_reflns_limit_h_max        11
_diffrn_reflns_limit_k_min        -20
_diffrn_reflns_limit_k_max        20
_diffrn_reflns_limit_l_min        -31
_diffrn_reflns_limit_l_max        32
_diffrn_reflns_theta_min          3.07
_diffrn_reflns_theta_max          27.48
_reflns_number_total              7560
_reflns_number_gt                 6007
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)'
_computing_cell_refinement        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)'
_computing_data_reduction         
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)'
_computing_structure_solution      'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
 
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
 
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
 'calc w=1/[σ²(Fo²)+(0.0547P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_abs_structure_details
 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack    0.12(7)
_refine_ls_number_reflns          7560
_refine_ls_number_parameters      356
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0665
_refine_ls_R_factor_gt            0.0453
_refine_ls_wR_factor_ref          0.1127
_refine_ls_wR_factor_gt           0.1003
_refine_ls_goodness_of_fit_ref    1.033
_refine_ls_restrained_S_all       1.033
_refine_ls_shift/su_max           0.001
_refine_ls_shift/su_mean          0.000
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_symmetry_multiplicity
 _atom_site_calc_flag
 _atom_site_refinement_flags
 _atom_site_disorder_assembly
 _atom_site_disorder_group
C1 C 0.7803(5) -0.2622(2) -0.32594(16) 0.0331(9) Uani 1 1 d . . .
C2 C 0.6727(5) -0.2822(3) -0.36489(17) 0.0390(10) Uani 1 1 d . . .
C3 C 0.7271(7) -0.2923(3) -0.41639(19) 0.0500(13) Uani 1 1 d . . .
H3 H 0.6555 -0.3076 -0.4435 0.060 Uiso 1 1 calc R . .
C4 C 0.8819(7) -0.2807(3) -0.4294(2) 0.0558(14) Uani 1 1 d . . .
C5 C 0.9879(7) -0.2628(3) -0.3896(2) 0.0585(15) Uani 1 1 d . . .
H5 H 1.0953 -0.2567 -0.3978 0.070 Uiso 1 1 calc R . .
C6 C 0.9368(6) -0.2536(3) -0.3373(2) 0.0472(12) Uani 1 1 d . . .
H6 H 1.0093 -0.2415 -0.3099 0.057 Uiso 1 1 calc R . .
C7 C 0.5021(6) -0.2908(4) -0.3544(2) 0.0598(14) Uani 1 1 d . . .
H7A H 0.4480 -0.3052 -0.3874 0.090 Uiso 1 1 calc R . .
H7B H 0.4617 -0.2365 -0.3405 0.090 Uiso 1 1 calc R . .
H7C H 0.4847 -0.3364 -0.3284 0.090 Uiso 1 1 calc R . .
C8 C 0.9358(10) -0.2835(4) -0.4867(3) 0.093(3) Uani 1 1 d . . .
H8A H 1.0488 -0.2747 -0.4882 0.139 Uiso 1 1 calc R . .
H8B H 0.8833 -0.2382 -0.5068 0.139 Uiso 1 1 calc R . .
H8C H 0.9101 -0.3395 -0.5020 0.139 Uiso 1 1 calc R . .
C9 C 0.5001(5) -0.3323(3) -0.16211(16) 0.0370(10) Uani 1 1 d . . .
H9A H 0.4481 -0.3853 -0.1497 0.044 Uiso 1 1 calc R . .
H9B H 0.4536 -0.3163 -0.1966 0.044 Uiso 1 1 calc R . .
C10 C 0.4714(5) -0.2614(3) -0.12283(15) 0.0325(9) Uani 1 1 d . . .
H10A H 0.3611 -0.2434 -0.1254 0.039 Uiso 1 1 calc R . .
H10B H 0.5368 -0.2115 -0.1325 0.039 Uiso 1 1 calc R . .
C11 C 0.5061(4) -0.2861(2) -0.06600(15) 0.0270(8) Uani 1 1 d . . .
H11A H 0.6198 -0.2940 -0.0616 0.032 Uiso 1 1 calc R . .
H11B H 0.4545 -0.3413 -0.0578 0.032 Uiso 1 1 calc R . .
C12 C 0.4490(4) -0.2174(3) -0.02737(14) 0.0273(8) Uani 1 1 d . . .
H12A H 0.4946 -0.1614 -0.0374 0.033 Uiso 1 1 calc R . .
H12B H 0.3343 -0.2124 -0.0302 0.033 Uiso 1 1 calc R . .
C13 C 0.4213(5) -0.3150(2) 0.04958(16) 0.0305(9) Uani 1 1 d . . .
H13A H 0.3083 -0.3055 0.0548 0.037 Uiso 1 1 calc R . .
H13B H 0.4338 -0.3620 0.0236 0.037 Uiso 1 1 calc R . .
C14 C 0.4906(13) -0.3408(4) 0.0994(2) 0.135(5) Uani 1 1 d . . .
H14A H 0.4193 -0.3836 0.1153 0.163 Uiso 1 1 calc R . .
H14B H 0.5879 -0.3718 0.0906 0.163 Uiso 1 1 calc R . .
C15 C 0.5274(6) -0.2843(3) 0.13871(19) 0.0446(11) Uani 1 1 d . . .
H15A H 0.6169 -0.3080 0.1586 0.053 Uiso 1 1 calc R . .
H15B H 0.4381 -0.2816 0.1634 0.053 Uiso 1 1 calc R . .
N1 N 0.9248(4) -0.3890(2) -0.21956(13) 0.0281(7) Uani 1 1 d . . .
N2 N 0.9003(4) -0.5282(2) -0.28393(16) 0.0447(9) Uani 1 1 d . . .
N3 N 0.6463(4) -0.4307(2) -0.26313(13) 0.0315(7) Uani 1 1 d . . .
N4 N 0.6687(4) -0.3494(2) -0.16939(13) 0.0304(8) Uani 1 1 d . . .
N5 N 0.4910(4) -0.23673(19) 0.02814(12) 0.0277(7) Uani 1 1 d . . .
N6 N 0.5665(4) -0.1968(2) 0.12323(13) 0.0306(8) Uani 1 1 d . . .
H6N H 0.6199 -0.1653 0.1457 0.037 Uiso 1 1 calc R . .
N7 N 0.6554(3) -0.09550(19) 0.04297(14) 0.0314(7) Uani 1 1 d . . .
N8 N 0.4829(4) 0.0500(2) 0.03521(16) 0.0391(9) Uani 1 1 d . . .
N9 N 0.3595(3) -0.09706(18) 0.07518(13) 0.0286(7) Uani 1 1 d . . .
P1 P 0.74392(11) -0.36417(6) -0.22740(4) 0.0248(2) Uani 1 1 d . . .
P2 P 1.00277(12) -0.46737(6) -0.24773(4) 0.0325(2) Uani 1 1 d . . .
P3 P 0.72060(13) -0.51192(7) -0.28853(4) 0.0335(2) Uani 1 1 d . . .
P4 P 0.51748(11) -0.15377(6) 0.06695(4) 0.0242(2) Uani 1 1 d . . .
P5 P 0.64361(11) 0.00153(6) 0.02941(4) 0.0306(2) Uani 1 1 d . . .
P6 P 0.33677(10) -0.00331(6) 0.05497(4) 0.0271(2) Uani 1 1 d . . .
S1 S 0.72077(12) -0.24294(6) -0.25934(4) 0.0350(2) Uani 1 1 d . . .
Cl1 Cl 1.10995(16) -0.53698(8) -0.19220(5) 0.0570(3) Uani 1 1 d . . .
Cl2 Cl 1.18624(14) -0.42918(9) -0.29007(6) 0.0611(4) Uani 1 1 d . . .
Cl3 Cl 0.61130(18) -0.61661(8) -0.26177(6) 0.0638(4) Uani 1 1 d . . .
Cl4 Cl 0.66296(15) -0.51666(8) -0.36503(4) 0.0514(3) Uani 1 1 d . . .
Cl5 Cl 0.80417(12) 0.06678(7) 0.06969(5) 0.0465(3) Uani 1 1 d . . .
Cl6 Cl 0.71829(14) 0.02040(7) -0.04501(5) 0.0489(3) Uani 1 1 d . . .
Cl7 Cl 0.17619(11) -0.00139(7) -0.00289(4) 0.0396(2) Uani 1 1 d . . .
Cl8 Cl 0.22776(12) 0.06464(7) 0.11086(4) 0.0414(3) Uani 1 1 d . . .
H4N H 0.723(4) -0.371(2) -0.1485(16) 0.018(10) Uiso 1 1 d . . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
C1 C6 1.380(6) . ?
C1 C2 1.386(6) . ?
C1 S1 1.785(4) . ?
C2 C3 1.392(6) . ?
C2 C7 1.494(7) . ?
C3 C4 1.381(8) . ?
C4 C5 1.384(9) . ?
C4 C8 1.521(7) . ?
C5 C6 1.401(7) . ?
C9 N4 1.483(5) . ?
C9 C10 1.506(6) . ?
C10 C11 1.517(6) . ?
C11 C12 1.530(5) . ?
C12 N5 1.480(5) . ?
C13 C14 1.451(7) . ?
C13 N5 1.463(5) . ?
C14 C15 1.365(7) . ?
C15 N6 1.458(5) . ?
N1 P2 1.565(3) . ?
N1 P1 1.612(3) . ?
N2 P3 1.567(4) . ?
N2 P2 1.584(4) . ?
N3 P3 1.557(3) . ?
N3 P1 1.610(3) . ?
N4 P1 1.618(3) . ?
N5 P4 1.639(3) . ?
N6 P4 1.628(3) . ?
N7 P5 1.554(3) . ?
N7 P4 1.610(3) . ?
N8 P5 1.580(3) . ?
N8 P6 1.585(3) . ?
N9 P6 1.560(3) . ?
N9 P4 1.632(3) . ?
P1 S1 2.0644(14) . ?
P2 Cl2 1.9949(16) . ?
P2 Cl1 1.9983(16) . ?
P3 Cl4 1.9975(16) . ?
P3 Cl3 2.0002(16) . ?
P5 Cl5 1.9924(15) . ?
P5 Cl6 2.0090(16) . ?
P6 Cl8 1.9982(14) . ?
P6 Cl7 2.0099(14) . ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
C6 C1 C2 121.5(4) . . ?
C6 C1 S1 117.3(4) . . ?
C2 C1 S1 121.2(3) . . ?
C1 C2 C3 117.8(4) . . ?
C1 C2 C7 123.2(4) . . ?
C3 C2 C7 119.0(5) . . ?
C4 C3 C2 122.1(5) . . ?
C3 C4 C5 119.1(5) . . ?
C3 C4 C8 121.0(6) . . ?
C5 C4 C8 119.8(6) . . ?
C4 C5 C6 120.1(5) . . ?
C1 C6 C5 119.4(5) . . ?
N4 C9 C10 111.9(3) . . ?
C9 C10 C11 113.9(4) . . ?
C10 C11 C12 111.3(3) . . ?
N5 C12 C11 112.6(3) . . ?
C14 C13 N5 112.7(4) . . ?
C15 C14 C13 123.2(6) . . ?
C14 C15 N6 117.5(4) . . ?
P2 N1 P1 122.9(2) . . ?
P3 N2 P2 119.5(2) . . ?
P3 N3 P1 122.8(2) . . ?
C9 N4 P1 121.8(3) . . ?
C13 N5 C12 114.9(3) . . ?
C13 N5 P4 119.5(3) . . ?
C12 N5 P4 116.1(3) . . ?
C15 N6 P4 124.1(3) . . ?
P5 N7 P4 125.74(19) . . ?
P5 N8 P6 118.00(19) . . ?
P6 N9 P4 124.7(2) . . ?
N3 P1 N1 114.58(17) . . ?
N3 P1 N4 113.08(19) . . ?
N1 P1 N4 107.88(19) . . ?
N3 P1 S1 108.64(14) . . ?
N1 P1 S1 111.10(13) . . ?
N4 P1 S1 100.71(14) . . ?
N1 P2 N2 119.53(19) . . ?
N1 P2 Cl2 110.40(14) . . ?
N2 P2 Cl2 107.87(16) . . ?
N1 P2 Cl1 107.54(14) . . ?
N2 P2 Cl1 109.65(16) . . ?
Cl2 P2 Cl1 100.11(7) . . ?
N3 P3 N2 120.29(19) . . ?
N3 P3 Cl4 109.14(14) . . ?
N2 P3 Cl4 108.03(16) . . ?
N3 P3 Cl3 109.40(14) . . ?
N2 P3 Cl3 107.72(17) . . ?
Cl4 P3 Cl3 100.43(7) . . ?
N7 P4 N6 111.79(18) . . ?
N7 P4 N9 110.68(16) . . ?
N6 P4 N9 109.06(18) . . ?
N7 P4 N5 108.75(17) . . ?
N6 P4 N5 103.53(16) . . ?
N9 P4 N5 112.86(17) . . ?
N7 P5 N8 120.11(17) . . ?
N7 P5 Cl5 109.83(14) . . ?
N8 P5 Cl5 108.22(14) . . ?
N7 P5 Cl6 109.16(14) . . ?
N8 P5 Cl6 107.18(16) . . ?
Cl5 P5 Cl6 100.55(6) . . ?
N9 P6 N8 119.70(16) . . ?
N9 P6 Cl8 108.88(13) . . ?
N8 P6 Cl8 108.38(14) . . ?
N9 P6 Cl7 109.74(13) . . ?
N8 P6 Cl7 107.77(15) . . ?
Cl8 P6 Cl7 100.69(6) . . ?
C1 S1 P1 100.82(13) . . ?
 
_diffrn_measured_fraction_theta_max    0.990
_diffrn_reflns_theta_full              27.48
_diffrn_measured_fraction_theta_full   0.990
_refine_diff_density_max    0.793
_refine_diff_density_min   -0.974
_refine_diff_density_rms    0.084
